New amination strategies based on nitrogen-centered radical chemistry

The interesting and diverse biological activities of nitrogen-containing compounds make the construction of the C-N bond of great importance. Despite the tremendous advances that have been made in this research field, C-N bond formation based on nitrogen-centered radicals remains a significant chall...

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Bibliographic Details
Published inChemical Society reviews Vol. 45; no. 11; pp. 369 - 387
Main Authors Xiong, Tao, Zhang, Qian
Format Journal Article
LanguageEnglish
Published England 07.06.2016
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Summary:The interesting and diverse biological activities of nitrogen-containing compounds make the construction of the C-N bond of great importance. Despite the tremendous advances that have been made in this research field, C-N bond formation based on nitrogen-centered radicals remains a significant challenge due to the harsh conditions required for the generation of nitrogen-centered radicals and their propensity for hydrogen abstraction or engaging in other degradation pathways. In the past several years, novel methodologies for C-N bond constructions based on nitrogen centered-radical intermediates, coordinated with metal or generated in the presence of visible-light and a photocatalyst, have attracted considerable attention. This tutorial review will summarize the significant progress of these efficient and mild radical amination reactions, with an emphasis on approaches for the generation of nitrogen-centered radicals and their reaction patterns, related mechanisms and synthetic applications, as well as unmet challenges in this emerging and promising field. Recent advances in promising metal-catalyzed and visible-light initiated radical amination reactions are reviewed.
Bibliography:Qian Zhang received her BS and MS (with Professor Q. Liu) from Chemistry of Northeast Normal University (Changchun, P. R. of China). She obtained her PhD from Changchun Institute of Applied Chemistry, Chinese Academy of Sciences (Changchun, P. R. of China) under Professor L.-X. Wang. She then began her independent career at Northeast Normal University (Changchun, P. R. of China) in 2004, where she became a professor in 2008. Her research focuses on the development of new synthetic methods in organic synthesis.
Tao Xiong was born in Chongqing, China. He received his BSc degree from Northeast Normal University in 2005 and PhD degree from the same university in 2011 under the supervision of Professor Qian Zhang. He joined Northeast Normal University as an Assistant Professor in 2011. After a postdoctoral study at Colorado State University with Professor Yian Shi in 2012, he was promoted to Associate Professor in 2014. His current research interests include the development of novel synthetic methodologies and asymmetric synthesis.
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ISSN:0306-0012
1460-4744
DOI:10.1039/c5cs00852b